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4-Oxo Docosahexaenoic Acid

4-oxo Docosahexaenoic acid (4-oxo DHA) is a putative metabolite of Docosahexaenoic acid with antiproliferative and PPARγ agonist activity. It inhibits the growth of several triple negative breast cancer cell lines (MCF-10F, trMCF, bsMCF, MDA-MB-231, and BT549) at 50-100 μM, however it increased proliferation of MCF-7 cells. 4-oxo DHA binds covalently to PPARγ and activates gene transcription in luciferase reporter assays and in dendritic cells with EC50 values of approximately 8-16 μM.

Product Specifications

CAS Number

845673-74-7

Product Name Alternative

4-oxo DHA

UNSPSC

12352211

Hazard Statement

H225-H319

Target

PPAR

Type

Reference compound

Related Pathways

Cell Cycle/DNA Damage; Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/4-oxo-docosahexaenoic-acid.html

Smiles

CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C=C\C(CCC(O)=O)=O

Molecular Formula

C22H30O3

Molecular Weight

342.47

Precautions

P210-P233-P240-P241-P242-P243-P264-P280-P303+P361+P353-P305+P351+P338-P370+P378-P403+P235-P501

References & Citations

[1]Itoh, et al. Structural basis for the activation of PPARγ by oxidized fatty acids. Nat. Struct. Mol. Biol. 15 (9), 924-931 (2008) .

Shipping Conditions

Room temperature

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Available Sizes

Frequently Asked Questions

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